2016
DOI: 10.1002/chin.201607218
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ChemInform Abstract: Synthesis of ent‐Ketorfanol via a C—H Alkenylation/Torquoselective 6π Electrocyclization Cascade.

Abstract: The asymmetric synthesis of ent-ketorfanol from simple and commercially available precursors is reported. A Rh I -catalyzed intramolecular CÀHa lkenylation/torquoselective 6p electrocyclization cascade provides afused bicyclic 1,2-dihydropyridine as ak ey intermediate.C omputational studies were performed to understand the high torquoselectivity of the key 6p electrocyclization. The computational results demonstrate that ac onformational effect is responsible for the observed selectivity.T he ketone functional… Show more

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